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Check prices for these dates

In two weeks
Oct 3 - Oct 5
In two months
Nov 14 - Nov 16
In three months
Dec 12 - Dec 14
In four months
Jan 9 - Jan 11

Cottages in Iola

The Lazy Bear Lake House on beautiful Bear Lake, covered deck, great view
Outdoor spa tub

The Lazy Bear Lake House on beautiful Bear Lake, covered deck, great view

9.8 out of 10, Exceptional, (7)
"This Lake house was perfect for our cousin’s weekend. So cozy, and we all had the space to spread out. The view looking out is beautiful with a morning cup of coffee. It has a full kitchen and was able to make a full meal, and close to a country bar where we did a fish fry on Friday, yummy! We can’t wait to book next year!"
The Lazy Bear Lake House on beautiful Bear Lake, covered deck, great view
Green, unique, comfortable, open loft cabin
Exterior

Green, unique, comfortable, open loft cabin

9.8 out of 10, Exceptional, (207)
"Very charming cabin meeting all needs for weekend stay!"
Green, unique, comfortable, open loft cabin
Make Good Choices! LAKE FRONT- 2 King beds and 2 baths
Property grounds

Make Good Choices! LAKE FRONT- 2 King beds and 2 baths

10.0 out of 10, Exceptional, (3)
"It was a beautiful cabin loved the woodwork. It was very clean and decorated so pretty. The layout was nice beautiful sunroom, beautiful deck. The king size beds were awesome enough room for our family of six. The lake was nice, clean and very quiet during the week. We had a wonderful stay."
Make Good Choices! LAKE FRONT- 2 King beds and 2 baths
Cottage On Pristine Lakefront With Sunset Views And Sandy Shores
Outdoor dining

Cottage On Pristine Lakefront With Sunset Views And Sandy Shores

2.0 star property
9.8 out of 10, Exceptional, (6)
"Perfect cottage for couple or small family. Beautiful setting with lake view and plenty of water toys: kayaks, paddle boards, paddle boats, etc provided. "
Cottage On Pristine Lakefront With Sunset Views And Sandy Shores
Relaxing Taylor Lake Retreat directly on the Chain of Lakes
Exterior

Relaxing Taylor Lake Retreat directly on the Chain of Lakes

8.8 out of 10, Excellent, (20)
"Overall a nice stay. Had what we needed, and was an enjoyable time for our family. "
$370 nightly
The price is $420
Oct 6 - Oct 7
Total with taxes and fees
Relaxing Taylor Lake Retreat directly on the Chain of Lakes
A Little Slice of Heaven on The Waupaca Chain O'Lakes
Property grounds

A Little Slice of Heaven on The Waupaca Chain O'Lakes

9.2 out of 10, Wonderful, (42)
"Very comfortable cottage and great location!"
A Little Slice of Heaven on The Waupaca Chain O'Lakes
Sandy Bottom Lodge on the Beautiful Chain O Lakes in Waupaca
Exterior

Sandy Bottom Lodge on the Beautiful Chain O Lakes in Waupaca

10.0 out of 10, Exceptional, (3)
"Plenty of Sleeping space for Large Groups! The house is well cleaned and we were able to cook and grill for the large group of 15 we had! Thank you so much and will definitely book again in the future!"
Sandy Bottom Lodge on the Beautiful Chain O Lakes in Waupaca
Lake Helen Waterfront Retreat with fire pit and dock
Property grounds

Lake Helen Waterfront Retreat with fire pit and dock

2.0 star property
7.0 out of 10, Good, (2)
"Wonderful!!"
Lake Helen Waterfront Retreat with fire pit and dock
Secluded city cottage. 3 blocks from beach & Main Street shopping
Dining

Secluded city cottage. 3 blocks from beach & Main Street shopping

8.8 out of 10, Excellent, (3)
"Property is as pictured with peaceful location downtown with access to shops, restaurants, activities, etc. It's connected to the Green Fountain Inn with great staff and food, ask about the Thursday ramen special when you book. Quaint cottage in great location."
Secluded city cottage. 3 blocks from beach & Main Street shopping
Lion on Sunset Lake/Chain O' Lakes/Nestled in the woods/Pet friendly!
Outdoor dining

Lion on Sunset Lake/Chain O' Lakes/Nestled in the woods/Pet friendly!

10.0 out of 10, Exceptional, (9)
"The place had everything that my family and I needed to have a wonderful family vacation!"
Lion on Sunset Lake/Chain O' Lakes/Nestled in the woods/Pet friendly!
Charming cottage nestled on the banks of the Wis River for next family vacation
Exterior

Charming cottage nestled on the banks of the Wis River for next family vacation

2.0 star property
10.0 out of 10, Exceptional, (8)
"Had a nice relaxing stay visiting with family in the area. The property was clean and had everything that we needed. "
Charming cottage nestled on the banks of the Wis River for next family vacation
Antiquing & Fishing: Riverfront Waupaca Home!
House (4 Bedrooms) | Interior

Antiquing & Fishing: Riverfront Waupaca Home!

3.0 star property
Antiquing & Fishing: Riverfront Waupaca Home!
Secluded Birnamwood Cottage w/ Deck & River Views!
Cottage (3 Bedrooms) | Interior

Secluded Birnamwood Cottage w/ Deck & River Views!

2.0 star property
10.0 out of 10, Exceptional, (1)
"We had an amazing time it’s so peaceful, beautiful property, the owner communicated so well with me I would highly recommend this place. "
Secluded Birnamwood Cottage w/ Deck & River Views!
Lakeside Iola Hideaway: Stunning Nature Views
Cottage (2 Bedrooms) | Interior

Lakeside Iola Hideaway: Stunning Nature Views

2.0 star property
Lakeside Iola Hideaway: Stunning Nature Views
Adorable 3-bedroom cottage in charming Iola
Terrace/patio

Adorable 3-bedroom cottage in charming Iola

9.2 out of 10, Wonderful, (13)
"Such a wonderful spot! Nice and quiet. Lots of wildlife!"
Adorable 3-bedroom cottage in charming Iola
Family-friendly Gresham Getaway w/ Game Room!
House (5 Bedrooms) | Interior

Family-friendly Gresham Getaway w/ Game Room!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Phenominal place to stay!!! I would highly recommend to anyone!!!"
Family-friendly Gresham Getaway w/ Game Room!
Unplug at RIVER RUN—Secluded, Waterfront, Kayaking
Outdoor dining

Unplug at RIVER RUN—Secluded, Waterfront, Kayaking

10.0 out of 10, Exceptional, (15)
"Brittany was great to work with. The property was nice; very quiet, and the weather was exceptional (for October). "
Unplug at RIVER RUN—Secluded, Waterfront, Kayaking
70's-80's Vintage Cottage on Round Lake
Property grounds

70's-80's Vintage Cottage on Round Lake

9.6 out of 10, Exceptional, (9)
"We had a wonderful stay! Jenn is absolutely wonderful, and the property was cozy, clean, and full of beautiful vintage pieces. It was bigger than we expected, and the deck was the perfect place to relax and take in the view. Great stay with wonderful memories!"
70's-80's Vintage Cottage on Round Lake
Waupaca Lakefront Home w/ Pool Table & Dock!
House (5 Bedrooms) | Interior

Waupaca Lakefront Home w/ Pool Table & Dock!

3.0 star property
10.0 out of 10, Exceptional, (1)
"An absolutely amazing place!! The place was so nice that we did not go to day 3 of the NFL Draft. Instead we stayed at the lake, grilled out and had a fire down by the lake!"
Waupaca Lakefront Home w/ Pool Table & Dock!
Perfect family get-away with lake front property & sandy shores on White Lake
Terrace/patio

Perfect family get-away with lake front property & sandy shores on White Lake

10.0 out of 10, Exceptional, (9)
"We had a lovely time at this nice house on White Lake. There was lots of fun stuff to do at the house - a rowboat, a paddle boat, tubes for the kids. There was also lots of fun stuff to do nearby - we loved having lunch at Clearwater Harbor Waterfront Restaurant in Waupaca. A great place to stay with family and friends."
Perfect family get-away with lake front property & sandy shores on White Lake
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Iola Hotel Reviews

AmericInn by Wyndham New London

AmericInn by Wyndham New London

10/10 Excellent
"Staff was great. Hardworking, professional, friendly. "
Guy 1-night trip
Posted 1 day ago
AmericInn by Wyndham New London

Find out more about Iola

Find out more about Iola

Iola Cottages information

Number of reviews
334
Accommodation
38 Cottages
Lowest Price
$420
Highest Price
$420

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